Tour Highlights
- Cycle beside the Ottauquechee River and past the historic Taftsville Covered Bridge
- Visit Vermont’s most well-known microbrewery, Long Trail, for a lunch and tasting
- Watch a glassblowing demonstration and eat lunch at the riverfront flagship location of glassmaker Simon Pearce
- Visit a series of local farms for picnic lunches and farm-to-table dinners that highlight Vermont’s booming food scene
Eat
Local sharp cheddar, the finest grades of maple syrup, hand-churned ice cream, and seasonal farm-fresh produce
Drink
Apple cider and craft beer
As featured in:
Itinerary
Print Itinerary- Day 1
Ottauquechee River Loop
Your guides will greet you upon arrival in Woodstock and begin with a bike fitting and safety talk. Our first spin in the Green Mountain State takes us on wooded roads dappled with sunlight streaming through colorful canopies of leaves. Stop in Quechee to watch the glass-blowers at work at Simon Pearce and enjoy lunch here overlooking the falls. Then complete the loop cycling along the Ottauquechee River, passing the historic Taftsville Covered Bridge before making our way back into Woodstock. Tonight we’ll head to our favorite restaurant in a local farmhouse that embodies Vermont’s booming food scene.
Meals: Lunch / Dinner
Destinations: Pomfret, Quechee, Woodstock
Accomplished: 27 miles / 44 km, elevation gain: 2,253 feet / 687 meters
Accommodations: Woodstock Inn or Blue Horse Inn - Day 2
Farm Loop
After an energizing breakfast, pedal out into the hills north of Woodstock past iconic farmsteads and up and down through sleepy hamlets like East Barnard and Hewitts Corners to a farm that specializes in high-quality ciders. Enjoy a farm-style tasting lunch in the shadow of their historic barn. Then stop for an ice cream at the Barnard General Store and a refreshing dip in Silver Lake before riding back to Woodstock. This afternoon you are free to explore town and the local restaurant scene for dinner.
Meals: Breakfast / Lunch
Destinations: Hewitts Corners, East Barnard, South Pomfret
Accomplished: 27 miles / 43 km, elevation gain: 2,259 feet / 689 meters
Shorter option: 18 miles / 30 km, elevation gain: 2,188 feet / 667 meters
Accommodations: Woodstock Inn or Blue Horse Inn - Day 3
Long Trail Loop
Pedal south towards Plymouth this morning on a route lined with rolling hills, sleepy farms, and babbling brooks. This quintessential Vermont village was the birthplace of Calvin Coolidge and provides us with a glimpse of life in that era. We’ll sample delicious cheeses from the Plymouth Cheese Factory, one of the oldest in the country. Then hop back on the bikes and start the scenic ride towards Bridgewater. As we slowly descend toward the Ottauquechee River, the views seem to get better and better. To cap off a delicious day, we’ll raise our pint glasses during lunch at Long Trail Brewery, one of the pioneers of the state’s booming micro and craft brewery scene. Enjoy a final Vermont dinner at another incredible farm to table restaurant this evening.
Meals: Breakfast / Lunch / Dinner
Destinations: South Woodstock, Reading, Plymouth
Accomplished: 35 miles / 57 km, elevation gain: 2,982 feet / 909 meters
Longer Option: 45 miles / 73 km, elevation gain: 3,929 feet / 1198 meters
Accommodations: Woodstock Inn or Blue Horse Inn - Day 4
South Woodstock Farm Ride
After your final breakfast in the region, join your guides for a short, scenic loop ride to cement your memories or a quick hike up Mt Tom. Later in the morning we’ll say our farewells as you head on your way.
Meals: Breakfast
Destinations: South Woodstock
Accomplished: 9 miles / 15 km, elevation gain: 941 feet / 287 meters
DuVine itineraries may be subject to slight route changes, hotel substitutions, and other modifications.
Arrival Details
Airport City: Boston, Massachusetts or Burlington, Vermont Pick-Up Location: Woodstock, Vermont Pick-Up Time: 10:00 am
Departure Details
Airport City: Boston, Massachusetts or Burlington, Vermont Drop-Off Location: Woodstock, Vermont Drop-Off Time: 12:00 pm
COVID-19 Travel Restrictions
For the latest travel restrictions related to the coronavirus pandemic—including quarantine requirements—please review Vermont’s state travel guidelines.
Weather by Month
Inclusions + Details
Accommodations
- Thoughtfully selected accommodations that reveal the true character of the region
- Luggage transfers
Meals
- Daily breakfasts, all lunches, nutritious snacks, and après velo cocktails
- 2 gourmet dinners at our favorite local restaurants and renowned culinary establishments
- Carefully selected local wine, beer, or spirits with every meal
Activities
- Wine tastings and activities as outlined in the tour itinerary
- Entrance fees to historic sites, museums, parks, and all other exclusive events
- Gratuities for baggage, porters, and hotel service
Gear
- Top-of-the-line bicycle selection
- Bike helmet
- Complimentary DuVine gear, including a custom cycling jersey, DuVine t-shirt, water bottle, and drawstring bag
- GPS in most destinations
Support
- Expert bilingual guides with extensive local knowledge
- Support vehicle that follows the day’s route, distributes refreshments, and offers lifts
- Pick-up and drop-off before and after your tour from predetermined meeting points
- Daily bike maintenance to ensure optimal performance
